3-(1-decyn-1-yl)quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(1-decyn-1-yl)quinoline
• 英文别名: (3-Quinolyl)decyne；3-dec-1-ynylquinoline
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: NTDGLPUELZKWOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 1-癸炔 在 四氢吡咯 、 copper(l) iodide 、 四(三苯基膦)钯 作用下， 反应 20.0h， 以99%的产率得到3-(1-decyn-1-yl)quinoline
  参考文献：
  名称：

  在 2 或 3 位被链烯基或炔基链取代的喹啉的制备

  摘要：

  摘要 由 2 位或 3 位官能化烯基或炔基链取代的喹啉分别由 2-喹醛和 3-溴喹啉有效合成。

  DOI：

  10.1081/scc-120006472

文献信息

• PREPARATION OF QUINOLINES SUBSTITUTED AT THE 2 OR 3 POSITION BY AN ALKENYL OR ALKYNYL CHAIN
  作者：Mohamed A. Fakhfakh、Xavier Franck、Alian Fournet、Reynald Hocquemiller、Bruno Figadère

  DOI：10.1081/scc-120006472

  日期：2002.1

  ABSTRACT Quinolines substituted by a functionalized alkenyl or an alkynyl chain, either at the 2 or 3 position, were efficiently synthesized from 2-quinaldehyde and 3-bromoquinoline, respectively.

  摘要 由 2 位或 3 位官能化烯基或炔基链取代的喹啉分别由 2-喹醛和 3-溴喹啉有效合成。
• A straightforward copper-free palladium methodology for the selective alkynylation of a wide variety of S-, O-, and N-based mono- and diheterocyclic bromides and chlorides
  作者：Samer Saleh、Michel Picquet、Philippe Meunier、Jean-Cyrille Hierso

  DOI：10.1016/j.tet.2009.06.009

  日期：2009.8

  High-yield alkynylations are successfully achieved by a simple and widely accessible catalytic system for an unprecedented variety of heterocyclic bromides and chlorides in position -2, -3 or -5: pyridine, quinoline, thiophene, furan, thiazole, benzothiazole, pyrimidine, pyridazine, pyrazine, dioxepin halides are efficiently functionalized in short time reactions. This copper-free methodology employs 1 mol% palladium only, with inexpensive PPh3 and amine base. The ionic liquid solvent allows a straigtforward separation of products and recycling opportunity. Unsuitable substrates and secondary reactions are also reported in order to point out further progress in cross-coupling using ionic liquids. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of substituted quinolines: potential treatment of protozoal and retroviral co-infections
  作者：Mohammed A. Fakhfakh、Alain Fournet、Eric Prina、Jean-François Mouscadet、Xavier Franck、Reynald Hocquemiller、Bruno Figadère

  DOI：10.1016/j.bmc.2003.09.007

  日期：2003.11

  We report the synthesis of substituted quinolines and their in vitro biological evaluation against the causal agents of cutaneous leishmaniasis, visceral leishmaniasis, African trypanosomiasis and Chagas' disease. Furthermore, several quinolines have also been tested for their anti-retroviral activity in HIV-1 infected cells. The structure activity relationships of these new synthetic compounds are discussed and emphasis was placed on the treatment of leishmania/HIV co-infections. (C) 2003 Elsevier Ltd. All rights reserved.